(S)-1,2,3,4-Tetrahydro-1-phenylisoquinoline D-(-)-tartrate

Base Information

• Chemical Name: (S)-1,2,3,4-Tetrahydro-1-phenylisoquinoline D-(-)-tartrate
• CAS No.: 869884-00-4
• Molecular Formula: C15H15N^.C4H6O6
• Molecular Weight: 359.379
• DSSTox Substance ID: DTXSID30470212
• Mol file: 869884-00-4.mol

Synonyms:butanedioic acid, 2,3-dihydroxy-, (2S,3S)-, compd. with (1S)-1,2,3,4-tetrahydro-1-phenylisoquinoline (1:1);(2S,3S)-2,3-Dihydroxysuccinic acid - (1S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline (1:1);

Chemical Property of (S)-1,2,3,4-Tetrahydro-1-phenylisoquinoline D-(-)-tartrate

Chemical Property:

• Vapor Pressure: 9.87E-05mmHg at 25°C
• Boiling Point: 338.4 °C at 760 mmHg
• Flash Point: 166.9 °C
• PSA: 127.09000
• LogP: 1.12790
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 359.13688739
• Heavy Atom Count: 26
• Complexity: 353

Purity/Quality:

99% ^*data from raw suppliers

(S)-1,2,3,4-TETRAHYDRO-1-PHENYLISOQUINOLINE D-(-)-TARTRATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC(C2=CC=CC=C21)C3=CC=CC=C3.C(C(C(=O)O)O)(C(=O)O)O
• Isomeric SMILES: C1CN[C@H](C2=CC=CC=C21)C3=CC=CC=C3.[C@H]([C@@H](C(=O)O)O)(C(=O)O)O

Technology Process of (S)-1,2,3,4-Tetrahydro-1-phenylisoquinoline D-(-)-tartrate

There total 12 articles about (S)-1,2,3,4-Tetrahydro-1-phenylisoquinoline D-(-)-tartrate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.6%

1-phenyl-1,2,3,4-tetrahydroisoquinoline oxalate (1007222-24-3) + D-tartaric acid (147-71-7,138508-61-9) → (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline tartarate (869884-00-4)

Guidance literature:

1-phenyl-1,2,3,4-tetrahydroisoquinoline oxalate; With sodium hydroxide; In water; ethyl acetate; at 20 ℃; pH=14;

D-tartaric acid; In water; ethyl acetate; at 20 ℃; for 1.08333h; Product distribution / selectivity;

Reference yield: 89.0%

D-tartaric acid (147-71-7,138508-61-9) + 1-phenyl-1,2,3,4-tetrahydroisoquinoline (22990-19-8) → (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline tartarate (869884-00-4)

Guidance literature:

In water; ethyl acetate; at 25 - 60 ℃; for 1.5h; Product distribution / selectivity;

Reference yield:

D-tartaric acid (147-71-7,138508-61-9) + 1-phenyl-1,2,3,4-tetrahydroisoquinoline (22990-19-8) → (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline tartarate (869884-00-4) + C15H15N*C4H6O6

Guidance literature:

In ethanol; for 1h; Concentration; Overall yield = 39 %; Overall yield = 185.0 g; Reflux;

upstream raw materials:

D-tartaric acid

1-phenyl-1,2,3,4-tetrahydroisoquinoline

1-phenyl-1,2,3,4-tetrahydroisoquinoline oxalate

1-phenyl-1,4-dihydro-3(2H)-isoquinolinone

Downstream raw materials:

(S)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carbonyl chloride

(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

solifenacin

solifenacin succinate

Refernces

• 1、 -. "Solifenacin succinate raw medicine synthesis process". Paragraph 0032; 0107. . Retrieved 2018/08/28.
• 2、 Ghislieri, Diego,Green, Anthony P.,Pontini, Marta,Willies, Simon C.,Rowles, Ian,Frank, Annika,Grogan, Gideon,Turner, Nicholas J.. "Engineering an enantioselective amine oxidase for the synthesis of pharmaceutical building blocks and alkaloid natural products". supporting information. p. 10863 - 10869. Retrieved 2013/08/23.